Affiliation:
1. Chemistry Department, Faculty of Science, Assiut University, Assiut, Egypt
Abstract
An efficient methodology for the synthesis of novel substituted
pyrido[3,2,1-jk]carbazole via Friedel-Crafts cyclialkylations is reported.
The methodology was realized by three-step protocol involved the addition of
carbazole to 3-methylcrotononitrile. The resulted nitrile was hydrolyzed to
desired ester, followed by addition of Grignard reagents to afford tertiary
alcohols and/or reacted directly with different Grignard reagent to form the
desired ketones. The later ketones were converted to both secondary and
tertiary alcohols by reduction with LAH and addition of Grignard reagents
respectively. These carbinols were cyclialkylated under Friedel-Crafts
conditions catalyzed by AlCl3/CH3NO2, PTSA and PPA to give tri-and
tetrasubstituted pyrido[3,2,1-jk]carbazole.
Publisher
National Library of Serbia
Cited by
3 articles.
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1. Friedel–Crafts chemistry 56*. Unprecedented construction of functionalized polycyclic quinolines via Friedel–Crafts cycliacylation and Beckmann rearrangement;Chemistry of Heterocyclic Compounds;2019-07
2. Friedel–Crafts Chemistry. Part 46. Unprecedented Construction of Tricyclic Pyrazolo[3,4-b]quinolines, -[1,8]naphthyridines, -azepines, -azocines, -pyrido[3,2-g]azocines, and pyrazolo[3,4-b]azonines via Friedel–Crafts Ring Closures;Australian Journal of Chemistry;2016
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